title: Synthesis of 5-arylated N-arylthiazole-2-amines as potential skeletal muscle cell differentiation promoters.
abstract: A series of N-arylthiazole-2-amines was prepared and their biological activity for the promotion of skeletal muscle cell differentiation was investigated, a process of significant importance in muscle regeneration. A versatile new synthetic route towards the target compounds was developed and the substrate scope of this methodology was investigated. Introduction of the 2-aminoaryl substituent was carried out via nucleophilic substitution reactions in excellent yields. Furthermore, the aryl in 5-position was introduced applying a direct arylation reaction, a major improvement compared to reported synthetic routes regarding atom efficiency and sustainability.
authors.affiliation: Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9/163-OC, A-1060 Vienna, Austria. mmihovil@pop.tuwien.ac.at
authors.forename: Michael
authors.initials: M
authors.lastname: Schnürch
authors.forename: Birgit
authors.initials: B
authors.lastname: Waldner
authors.forename: Karlheinz
authors.initials: K
authors.lastname: Hilber
authors.forename: Marko D
authors.initials: MD
authors.lastname: Mihovilovic
mesh_terms: D002454:Cell Differentiation / Q000187:drug effects*; D018482:Muscle, Skeletal / Q000166:cytology / Q000187:drug effects*; D013844:Thiazoles / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D013844:Thiazoles